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411 REFERENCE · Wikipedia

1-Chloro-3,3,3-trifluoropropene

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1-Chloro-3,3,3-trifluoropropene.svg 200px 1-Chloro-3,3,3-trifluoroprop-1-ene 1-Chloro-3,3,3-trifluoropropeneHCFO-1233zdHCFC-1233zdr-1233zdSolstice zd (Honeywell brand name) 2730-43-0 mixture of E- and Z- isomers 102687-65-0 E-isomer 99728-16-2 Z-isomer correct FDA 4B96DT2BYB 2779022 mixture of E- and Z- isomers 5709018 E-isomer 11658298 Z-isomer 10331370 mixture of E- and Z- isomers 4647642 E-isomer 9833033 Z-isomer 1S/C3H2ClF3/c4-2-1-3(5,6)7/h1-2H mixture of E- and Z- isomers 1S/C3H2ClF3/c4-2-1-3(5,6)7/h1-2H/b2-1+ E-isomer 1S/C3H2ClF3/c4-2-1-3(5,6)7/h1-2H/b2-1- Z-isomer LDTMPQQAWUMPKS-UHFFFAOYSA-N LDTMPQQAWUMPKS-OWOJBTEDSA-N LDTMPQQAWUMPKS-UPHRSURJSA-N FC(F)(F)C=CCl 3 2 1 3 Colorless liquid 39.6°C (Z) 18.5°C (E) 1-Chloro-3,3,3-trifluoropropene (HFO-1233zd) is the unsaturated chlorofluorocarbon with the formula HClC=C(H)CF3. The compound exists as E- (trans-) and Z- (cis-) isomers. The cis- isomer of this colorless gas is of interest as a more environmentally friendly (lower GWP; global warming potential) refrigerant in air conditioners. Chemical & Engineering News 2011 49 89 31–32 Replacing the Replacements Cheryl Hogue 10.1021/cen-v089n049.p031 https://web.archive.org/web/20200923185531/https://cen.acs.org/articles/89/i49/Replacing-Replacements.html 2020-09-23 https://cen.acs.org/articles/89/i49/Replacing-Replacements.html subscription 2024-01-07 live The trans-isomer is of interest as a more environmentally friendly (lower GWP; global warming potential) solvent.JP6382374B2 1,1,1,3,3−ペンタフルオロプロパン、トランス−1−クロロ−3,3,3−トリフルオロプロペン、及びトランス−1,3,3,3−テトラフルオロプロペンを共製造するための統合方法 2018-08-29 ウォン,ハイユー マーケル,ダニエル・シー ポクロフスキ,コンスタンティン・エイ トゥン,シュー・スン https://patents.google.com/patent/JP6382374B2/en?q=(Pentafluoropropane+manufacturing)&oq=Pentafluoropropane+manufacturing Production It can be prepared by fluorination and dehydrohalogenation/dehydrochlorination reactions starting with 1,1,1,3,3-pentachloropropaneTung, Hseuh Sung; Ulrich, Kevin D.; Merkel, Daniel C. "Low-temperature catalytic fluorination process for the manufacture of 1-chloro-3,3,3-trifluoropropene from 1,1,1,3,3-pentachloropropane and hydrogen fluoride" U.S. (2005), US 6844475 B2 20050118 to Honeywell International Business Machines. or 1,1,3,3-tetrachloropropane using the below steps: In a liquid phase reactor, HFC-240fa (or 1,1,3,3-tetrachloropropene and derivatives such as 1,3,3,3-tetrachloropropene) are converted to HF in the presence of a catalyst forming a mixture of 245fa, 244fa, 1234ze, and 1233zd; Removal of HCl and HF. In a liquid or gas phase reactor, the organic mixture is reacted with HCl in the presence of a catalyst to convert unsaturated olefins to alkanes. Isolating and purifying the HFC-245fa product HFO-243fa and HFO-244fa are dehydrochlorinated with a caustic solution in the liquid phase or with a catalyst in the vapor phase to form HFO-1233zd and trans-1234ze(E-isomer). Isolation and purifying the HFO-1233zd product into its isomers. References Category:Haloalkenes Category:Trifluoromethyl compounds Category:Refrigerants Category:Organochlorides